首页|Enantiomeric separation of newly synthesized amino, thio, and oxy derivatives of monoterpene lactones, amides, and ester applying polysaccharide-based chiral stationary phases in normal-phase mode

Enantiomeric separation of newly synthesized amino, thio, and oxy derivatives of monoterpene lactones, amides, and ester applying polysaccharide-based chiral stationary phases in normal-phase mode

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New amino, thio, and oxy derivatives of monoterpene lactones, amides, and esters have been synthesized and their enantioselective separations were investigated on seven covalently immobilized polysaccharide-based chiral stationary phases. The effects of basic additives, different short-chain alcohols, and the influence of the temperature on the chromatographic behavior were studied. In addition, relationships be-tween the structure of selector and selectand and the chromatographic parameters were explored to reveal mechanistic details of chiral recognition. Experiments were performed in the temperature range 10-50 ? and thermodynamic parameters were calculated from plots of ln alpha versus 1/T. The separations were generally enthalpy-controlled, but entropy-driven separation was also observed. Special attention has been paid to the enantiomer elution order and several examples are shown how the structural char-acteristics of the selector, the nature, and the concentration of the polar modifier induce reversal of the enantiomer elution order in the case of the polysaccharide-based selectors. (C)& nbsp;2022 The Author(s). Published by Elsevier B.V.& nbsp;

HPLCDerivatives of monoterpene lactonesPolysaccharide-based chiral stationary & nbspphasesEnantioselective separationCHROMATOGRAPHIC RESOLUTIONLIQUID-CHROMATOGRAPHYTRIS(35-DIMETHYLPHENYLCARBAMATE)ENANTIOSEPARATIONCELLULOSEHPLC

Bajtai, Attila、Nemeti, Gabor、Le, Tam Minh、Szakonyi, Zsolt、Peter, Antal、Ilisz, Istvan

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Univ Szeged

2022

Journal of chromatography

Journal of chromatography

ISSN:0021-9673
年,卷(期):2022.1672
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